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Ten Mile Square Technologies

Guides technology strategy and delivery

Overview

Ten Mile Square Technologies provides leadership and hands-on work across the technology lifecycle, including strategy, virtual CTO, product management, continuous delivery, modernization, software and hardware development. They collaborate with clients to define desired outcomes, identify gaps, and then pair with the client team to close those gaps through focused people, processes, products, and platforms. They differentiate themselves with a leadership-heavy team (former CEOs, CTOs, heads of product, and senior technologists) delivering end-to-end services and practical, value-driven results. Their goal is to make client teams self-sufficient, turn technology into business value and competitive advantage, and build sustainable, adaptable processes that deliver meaningful products and platforms.

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About Ten Mile Square Technologies

Simplify's Rating
Why Ten Mile Square Technologies is rated
C-
Rated C on Competitive Edge
Rated C on Growth Potential
Rated D+ on Differentiation

Industries

ConsultingHardwareEnterprise Software

Company Size

11-50

Company Stage

N/A

Total Funding

N/A

Headquarters

Kansas City, MO

Founded

2007

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Simplify's take

What believers are saying

  • The company posted a Lead Software Engineer role in February 2026, signaling active client work.
  • Its October 2026 website refresh emphasizes AWS, cybersecurity, and digital transformation services.
  • Case studies show tangible outcomes like iJET's recovery, supporting premium pricing and referrals.

What critics are saying

  • LinkedIn lists only 11-50 employees on November 8, 2026, limiting delivery capacity.
  • Revenue depends on client project spending, and consulting demand drops quickly after budget freezes.
  • Frank Oelschlager anchors the brand; losing him would cripple sales, delivery, and credibility.

What makes Ten Mile Square Technologies unique

  • Frank Oelschlager has run Ten Mile Square since 2012, blending CTO and product leadership.
  • The firm sells fractional CTO, due diligence, and turnaround work across SaaS, fintech, healthtech.
  • Its website showcases repeatable modernization playbooks, from iJET to eFashion and Verisign outcomes.

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Benefits

  • Remote Work Options
  • Hybrid Work Options
  • Flexible Work Hours
  • Paid Vacation
  • Unlimited Paid Time Off
  • Health Insurance
  • Wellness Program
  • Mental Health Support
  • Conference Attendance Budget
  • Professional Development Budget
  • Stock Options
  • Company Equity

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